1. Metabolic Enzyme/Protease
  2. Endogenous Metabolite
  3. Biliverdin

Biliverdin, a tetrapyrrolic pigment, is a product of heme catabolism. Heme is broken down into Biliverdin and carbon monoxide and iron by heme oxidase. Biliverdin is then quickly broken down to bilirubin by Biliverdin reductase. Biliverdin is anti-mutagenic, an antioxidant, anti-inflammatory, and immunosuppressant.

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Biliverdin Chemical Structure

Biliverdin Chemical Structure

CAS No. : 114-25-0

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Description

Biliverdin, a tetrapyrrolic pigment, is a product of heme catabolism. Heme is broken down into Biliverdin and carbon monoxide and iron by heme oxidase. Biliverdin is then quickly broken down to bilirubin by Biliverdin reductase. Biliverdin is anti-mutagenic, an antioxidant, anti-inflammatory, and immunosuppressant[1].

IC50 & Target

Human Endogenous Metabolite

 

In Vitro

Biliverdin is considered a waste product of heme degradation. When red blood cells lyse, either due to hemolytic diseases or by natural apoptosis, heme get released. The heme is metabolized by heme oxygenase using three molecules of oxygen and seven electrons and producing Biliverdin IX-alpha, carbon monoxide, and ferrous iron. The Biliverdin IX-alpha undergoes metabolism to bilirubin IX-alpha via NADPH-dependent Biliverdin reductase[1].
The buildup of Biliverdin has been shown to upregulate the activity of Biliverdin reductase, an enzyme that is a regulator of the innate immune system[1].
Biliverdin downregulates the proliferation of vascular smooth muscle cells and demonstrate an antioxidant effect in the damaged blood vessels. This decreases the formation of the tunica intima of blood vessels and blocks neovascularization and angiogenesis[1].
Biliverdin decreases inflammation by downregulating pro-inflammatory cytokines such as TLR-4 and by stimulating the production of anti-inflammatory cytokines such as IL-10[1].
Biliverdin is a scavenger of hydroxyl peroxide groups showing the antioxidant effects of Biliverdin[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Biliverdin significant decreases the intimal hyperplasia following balloon angioplasty and vascular grafting in rats[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

582.65

Formula

C33H34N4O6

CAS No.
Appearance

Solid

Color

Dark green to black

SMILES

OC(CCC(C(C)=C(N1)/C=C2C(C=C)=C(C(N/2)=O)C)=C1/C=C3C(CCC(O)=O)=C(C(/C=C4C(C)=C(C(N/4)=O)C=C)=N/3)C)=O

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

-20°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Solvent & Solubility
In Vitro: 

DMSO : 3 mg/mL (5.15 mM; Need ultrasonic and warming; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 1.7163 mL 8.5815 mL 17.1630 mL
5 mM 0.3433 mL 1.7163 mL 3.4326 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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Purity & Documentation

Purity: ≥70.0%

References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 1.7163 mL 8.5815 mL 17.1630 mL 42.9074 mL
5 mM 0.3433 mL 1.7163 mL 3.4326 mL 8.5815 mL
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  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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Biliverdin
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HY-135005A
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